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Stylish Weekender Bag Inspirations
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items Whether you’re off for a spontaneous road trip or a long weekend away, the right bag makes all the difference. These weekender bags, duffels, and travel backpacks blend style, function, and durability — from sleek minimalist picks to adventure-ready ...
Sections
4
Chic & Stylish
Minimalist & Smart
Rugged & Durrable
Fun & Trendy
Chic & Stylish
For the traveler who packs with personality. These fashion-forward weekender bags and carry-on totes prove you can travel light without sacrificing style — perfect for city breaks, brunch getaways, and spontaneous weekends away.
I love how this classic tote folds up small yet holds everything for a weekend getaway. I know people who have had theirs for almost 20 years!
Longchamp | Le Pliage Large Travel Tote
Yes, it's a high-end luxury bag but that meansit's well made! Plus, it looks so classy with the embossing. Perfect for yourself OR and gift!
COACH® | Gotham Duffle Bag
It looks so chic and minimalist. Especially with that two-tone going on. And i love that it looks like a weekender bag but you can pack it like a suitcase. Instead of packing from the top the side fully opens. And it can still hold all your electroni...
AWAY | The Weekender
This bag is great quality for the price! It's perfect short trips. It's Super roomy and I love the seperate bottom compartment for shoes!
BÉIS | The Weekender
Minimalist & Smart
Clean, functional, and effortlessly cool. These modern travel bags and sleek duffels keep you organized while looking put-together — ideal for those who love calm airports, efficient packing, and timeless design.
I'm obsessed with how Sleek and structured this bag is. And it's so lightweight that it doesnt add to the weight of packing!
DAGNE DOVER - Landon Carryall Bag
If you want something that is going to last forever then the price might now hurt so much. With a clean design and the durability of leather is perfect to elevate your travel experience.
TUMI | Nelson Duffel
I have it, I love it! I've been using it for almost 5 years and can say that it will carry everything you need for a 4 day weekend getaway if you are a savvy packer. I love that it can be a personal item too NOT just a carry-on item.
Amazon Canada | Travel Backpack
It's so simple looking with tons of little pockets for everything! It's waterrepellent and you can either wear it as a backpack or carry it as a duffel bag.
lululemon | 2-in-1 Travel Duffle Backpack
Rugged & Durrable
Built for real adventures and the travelers who don’t baby their bags. These durable duffels and buy-it-for-life travel backpacks handle road trips, hikes, and anything the journey throws your way.
This bag comes in so many colours! Bold, playful, and practical it's amaziong for short trips and weekend adventures. I love that it comes with an extra strap for over the shoulder not just back-pack.
Baboon to the Moon | Weekend Duffle For Adventure (40L)
This bag packs down SO tiny that it's amazing that you can pack everything you need for a weekend getaway! Bonus is that it's pretty dirable too.
Matador | On-Grid Packable Duffle
These are so popular. There's always someone on the plane or ferry with this bag and it's because it feels indestructable. YOu can carry it as a backpack or a duffel AND I love that you can pack it like a suitcase and not a toploader!
Patagonia | Black Hole® Duffel Bag
Super functional and durable; it’s ready for road trips, flights, and everything in between. A great gift for any traveller too!
Kit Bag (Includes Shoulder Strap)
Fun & Trendy
For the bold traveler who loves color, personality, and statement-making gear. These trendy weekenders and playful duffels turn every trip into an excuse to show off your travel style.
You just know that this bag is going to be durable and not just because it's Belooroy. It's Lightweight and sleek, and makes packing feel really effortless.
Bellroy | Lite Duffel
I love how there's a structures bottom compartment and then it's a soft material and not as rigid for packing and cramming into an overhead compartment.
Lo & Sons | Catalina Deluxe
I love the bright colours. You'll defintly never lose this bag. They're super durable, water resistant, lightweight and have storable backpack straps.
Eagle Creek | Migrate Duffel Bag 40L
I love the organized compartments for shoes and fun aesthetic. And the colours are so much fun!
Herschel Supply Co. | Novel Duffle